ChemicalBook CAS DataBase List 56-89-3

56-89-3

Name	L-Cystine
CAS	56-89-3
EINECS(EC#)	200-296-3
Molecular Formula	C6H12N2O4S2
MDL Number	MFCD00064228
Molecular Weight	240.3
MOL File	56-89-3.mol

Synonyms

2-AMINO-3-[(2-AMINO-2-CARBOXYETHYL)DITHIO]PROPANOIC ACID 3,3'-DITHIOBIS(2-AMINOPROPIONIC ACID) BETA,BETA'-DITHIOBIS-A-AMINOPROPIONIC ACID (CYS)2 CYSTINE, L- (H-CYS-OH)2 H-L-CYSTINE L(-)-3,3'-DITHIOBIS(2-AMINOPROPANOIC ACID) L-(-)-CYSTINE L-CYSTINE L-CYSTINE BASE L-CYTISINE (R)-(-)-CYSTINE (R,R)-3,3'-DITHIOBIS(2-AMINOPROPIONIC ACID) (R,R)-(-)-CYSTINE (r-(r*,r*))-3,3’-dithiobis(2-aminopropanoicacid) 1-cystine 3,3’-dithiobis(2-amino-,(r-(r*,r*))-propanoicaci 3,3’-dithiobis(2-aminopropanoicacid) 3,3’-dithiobis-l-alanin

Chemical Properties

Appearance	White crystalline powder
Melting point	>240 °C (dec.) (lit.)
alpha	-224 º(c=2 in 1M HCl)
Boiling point	468.2±45.0 °C(Predicted)
bulk density	300kg/m3
density	1.68
refractive index	-222.5 ° (C=1, 1mol/L HCl)
storage temp.	Store at RT.
solubility	1 M HCl: 100 mg/mL
form	Powder/Solid
pka	1.0, 2.1, 8.02, 8.71(at 25℃)
color	White
PH	4.60
Stability:	Stable. Incompatible with strong oxidizing agents.
biological source	plant
Optical Rotation	[α]20/D 219±5°, c = 1% in 1 M HCl
Water Solubility	0.112 g/L (25 ºC)
Detection Methods	NMR
Merck	14,2782
BRN	1728094
Major Application	peptide synthesis
Cosmetics Ingredients Functions	FRAGRANCE HAIR CONDITIONING ANTISTATIC
InChI	1S/C6H12N2O4S2/c7-3(5(9)10)1-13-14-2-4(8)6(11)12/h3-4H,1-2,7-8H2,(H,9,10)(H,11,12)/t3-,4-/m0/s1
InChIKey	LEVWYRKDKASIDU-IMJSIDKUSA-N
SMILES	N[C@@H](CSSC[C@H](N)C(O)=O)C(O)=O
LogP	0.773 (est)
CAS DataBase Reference	56-89-3(CAS DataBase Reference)
NIST Chemistry Reference	L-Cystine(56-89-3)
EPA Substance Registry System	56-89-3(EPA Substance)

Safety Data

Symbol(GHS)	GHS07
Signal word	Warning
Hazard statements	H315-H319-H335
Precautionary statements	P261-P271-P280
Hazard Codes	Xi
Risk Statements	R36/37/38:Irritating to eyes, respiratory system and skin . less more
Safety Statements	S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36:Wear suitable protective clothing . S24/25:Avoid contact with skin and eyes . less more
RIDADR	2811
WGK Germany	3
RTECS	HA2690000
Hazard Note	Irritant
TSCA	Yes
REACH Registrations	Active
PackingGroup	III
HS Code	29309014
Storage Class	11 - Combustible Solids
Safety Profile	Low toxicity by ingestion. When heated to decomposition it emits toxic fumes of PO, and SOx less more

Raw materials And Preparation Products

Hazard Information

Chemical Properties

A white or almost white, crystalline powder, practically insoluble in water and in alcohol.

Uses

L-Cystine is a non-essential amino acid for human development. L-Cystine is formed by the dimerization of two cysteines through the sulfur.

Definition

ChEBI: L-cystine is the L-enantiomer of the sulfur-containing amino acid cystine. It has a role as a flour treatment agent, a human metabolite, a Saccharomyces cerevisiae metabolite, a mouse metabolite and an EC 1.2.1.11 (aspartate-semialdehyde dehydrogenase) inhibitor. It is a cystine, a L-cysteine derivative and a non-proteinogenic L-alpha-amino acid. It is a conjugate acid of a L-cystine anion. It is an enantiomer of a D-cystine. It is a tautomer of a L-cystine zwitterion.

General Description

This Standard Reference Material (SRM) is intended primarily for use in validating microchemical procedures for the determination of carbon, hydrogen, nitrogen, and sulfur in organic matter. SRM 143d is pure crystalline cystine supplied in a 2 g unit size. For more information, please refer to the SDS and COA.

SRM 143D_cert SRM 143D _SDS

reaction suitability

reaction type: solution phase peptide synthesis

Biochem/physiol Actions

Cysteine is the source of disulfide linkages in proteins and has a role in sulfur transport. It undergoes rapid oxidation to form cystine at physiological pH. L-cystine is crucial for oxygen production and low density lipoprotein modification by arterial smooth muscle cells. It also has a role in the synthesis of glutathione.

Purification Methods

Cystine disulfoxide impurity is removed by treating an aqueous suspension with H2S. The cystine is filtered off, washed with distilled water and dried at 100o under a vacuum over P2O5. Crystallise it by dissolving in 1.5M HCl, then adjusting to neutral pH with ammonia. Likely impurities are D-cystine, meso-cystine and tyrosine. Also purify it by dissolving it in 10% NH3 and adding gradually dilute AcOH until the point of precipitation and cooling slowly [Dughton & Harrison Acta Cryst 12 396, 402 1959.] Alternatively dissolve it in 6N NH4OH and evaporate it at room temperature for crystallisation to occur. [Chaney & Steinrauf Acta Cryst 30 711 1974, Beilstein 4 IV 3155.]

Material Safety Data Sheet(MSDS)

Questions And Answer

Spectrum Detail

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56-89-3

Chemical Properties

Safety Data

Raw materials And Preparation Products

Raw materials

Preparation Products

Hazard Information

Chemical Properties

Uses

Definition

General Description

reaction suitability

Biochem/physiol Actions

Purification Methods

Material Safety Data Sheet(MSDS)

Questions And Answer

Description

References

Spectrum Detail

Well-known Reagent Company Product Information

Supplier

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